Kiyoshi Tanaka, Takashi Suzuki, S. Maeno
Sep 1, 1986
Citations
0
Influential Citations
26
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
5-Amino-3-trifluoromethylisoxazole- and -pyrazole-4-carboxylic acids were prepared by the reactions ot trifluoroacetonitrile oxide or -imines with cyanoacetic acid derivatives, respectively. The behavior of thus obtained aminoazole-4-carboxylic acids toward some electrophiles was examined. In acylation with acyl chlorides, the aminoisoxazole-4-carboxylate 2a was diacylated to give the (diacylamino)isoxazole-4-carboxylate 7, whereas the analogous aminopyrazole 5a produced the cyclized pyrazolooxazinone 13. Moreover, carbamoylation of 2a with isocyanates gave the trifluoromethylisoxazolouracils 10.